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Paper | Regular issue | Vol 32, No. 6, 1991, pp.1153-1158
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5712
Practical Synthesis of 3-Amino-5-tert-butylisoxazole from 4,4-Dimethyl-3-oxopentanenitrile with Hydroxylamine

Akira Takase,* Akira Murabayashi, Shinzaburo Sumimoto, Shiro Ueda, and Yasuo Makisumi

*Aburai laborotories, Shionogi Research Laboratories, Shionogi & Co. Ltd., Gotanda, Koka-cho, Shiga 520-34, Japan

Abstract

A good yield of 3-amino-5-tert-butylisoxazole (3) was obtained regioselectively from a reaction of 4,4-dimethyl-3-oxopentanenitrile (1) with hydroxylamine in the aqueous solution of which was adjusted to weak basic, followed by treatment of the resulting 4,4-dimethyl-3-oxopentaneamidoxime (2) with hydrochloric acid.